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Publication numberUS6709503 B1
Publication typeGrant
Application numberUS 10/323,284
Publication dateMar 23, 2004
Filing dateDec 19, 2002
Priority dateDec 19, 2002
Fee statusPaid
Also published asCA2510867A1, CN1321161C, CN1729259A, EP1585794A1, WO2004058904A1
Publication number10323284, 323284, US 6709503 B1, US 6709503B1, US-B1-6709503, US6709503 B1, US6709503B1
InventorsRamasamy Krishnan, Marilyn Yamat, Hugo Babij
Original AssigneeSun Chemical Corporation
Export CitationBiBTeX, EndNote, RefMan
External Links: USPTO, USPTO Assignment, Espacenet
Waterbased heatset offset ink compositions
US 6709503 B1
Abstract
A waterbased heatset offset lithographic ink comprising water, polyamide resins or fumarated rosin resins, hydroxyethylethylene urea, a modified linseed oil, a dibutylated benzoguanamine, a pigment and p-toluene sulfonic acid.
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Claims(19)
What is claimed is:
1. A water based heat set/offset lithographic printing ink comprising:
(a) water;
(b) fumarated rosin resins;
(c) hydroxyethylethylene urea;
(d) a modified linseed oil;
(e) a dibutylated benzoguanamine;
(f) p-toluene sulfonic acid; and
(g) pigment.
2. The ink of claim 1 wherein the amount of water present is 5 to 35 wt. %.
3. The ink of claim 1 wherein the fumarated rosin resins are bonded to the dry pigment at a ratio of 1:1.
4. The ink of claim 1 wherein the amount of fumarated rosin resin bonded pigment present is about 25 wt. %.
5. The ink of claim 1 wherein the amount of hydroxyethylethylene urea present is about 5 to about 30 wt. %.
6. The ink of claim 1 wherein the amount of modified linseed oil present is about 5 to about 15 wt. %.
7. The ink of claim 1 wherein the amount of dibutylated benzoguanamine present is about 5 to 20 wt %.
8. The ink of claim 1 wherein the amount of p-toluene sulfonic acid present is about 1 to about 5 wt. %.
9. The ink of claim 1, wherein the amount of pigment present is about 12.5 wt. %.
10. The ink of claim 1, wherein the pigment is selected from the group consisting of CI Pigment Yellows 1, 3, 4, 5, 12, 13, 14, 17, 55, 65, 73, 83, 97 and 98; CI Pigment Oranges 13, 16 and 46; CI Pigment Reds 2, 3, 4, 10, 12, 48, 48:1, 48:2, 53, 57:2, 81, 104, 146, 170 and 176; CI Pigment Greens 2, 7 and 36; CI Pigment Blues 1, 15:1, 15:2, 15:3, 15:6, 16, 29, 56 and 61; CI Pigment Violets 3, 23 and 37; CI Pigment Blacks 6 and 7; and CI Pigment Whites 6, 7, 18 and 26.
11. A water based heat set/offset lithographic printing ink comprising:
(a) water;
(b) polyamide resins;
(c) hydroxyethylethylene urea;
(d) a modified linseed oil;
(e) a dibutylated benzoguanamine; and
(f) a pigment.
12. The ink of claim 11 wherein the amount of water present is about 5 to about 35 wt. %.
13. The ink of claim 11 wherein the polyamide resins are bonded to the dry pigmen a ratio of 1:1.
14. The ink of claim 13 wherein the amount of polyamide resin bonded pigment present is about 25 wt. %.
15. The ink of claim 11 wherein the amount of hydroxyethylethylene urea present is about 5 to about 30 wt. %.
16. The ink of claim 11 wherein the modified linseed oil is present in an amount of about 5 to about 15 wt. %.
17. The ink of claim 11 wherein the dibutylated benzoguanamine is present in an amount of about 5 to about 10 wt/%.
18. The ink of claim 11, wherein the pigment is present in an amount of about 12.5 wt. %.
19. The ink of claim 11, wherein the pigment is selected from the group consisting of CI Pigment Yellows 1, 3, 4, 5, 12, 13, 14, 17, 55, 65, 73, 83, 97 and 98; CI Pigment Oranges 13, 16 and 46; CI Pigment Reds 2, 3, 4, 10, 12, 48, 48:1, 48:2, 53, 57:2, 81, 104, 146, 170 and 176; CI Pigment Greens 2, 7 and 36; CI Pigment Blues 1, 15:1, 15:2, 15:3, 15:6, 16, 29, 56 and 61; CI Pigment Violets 3, 23 and 37; CI Pigment Blacks 6 and 7; and CI Pigment Whites 6, 7, 18 and 26.
Description
FIELD OF THE INVENTION

The invention relates to water based ink compositions for use in heat set/offset lithographic printing processes.

BACKGROUND OF THE INVENTION

The heat set printing process was first introduced in the 1950's and is now well established in the printing industry for the production of magazines, catalogues and brochures. The process yields high gloss, high quality prints and involves oven drying of the printed product.

In high speed web-offset printing presses, ink is applied to both surfaces of the web substrate simultaneously. To dry the ink before the substrate contacts a solid surface, the printed or coated web is passed through a float or floater type oven under tension and floated between cushions of hot air. Upon leaving the oven, the web must be cooled before further processing, such as sheeting, folding, or rewinding. Thus, the web is passed over one or more chill drums or rolls, i.e., internally cooled drums which reduce the web temperature from about 93° C. to about 32° C. Thus, heat set inks must fulfill exacting criteria to meet the high speed of press runs, the oven drying and required subsequent chilling and still meet the print quality standards. Further discussion of heat set inks and the heat set printing process can be found at The Printing Ink Manual, edited by R. H. Leach and R. J. Pierce, paces 571-576, 5th edition, (Blueprint, 1993).

Generally, lithographic heat-set/offset printing inks predominantly contain petroleum distillates. The fountain solutions typically contain a desensitizer, salts, and glycols. The use of water based inks allows the printer to avoid many of these volatile organic components (“VOCs”) and their byproducts but requires additional equipment such as a humidity control chamber.

The offset lithographic printing process has always presented a unique challenge to ink formulators since the process utilizes a plan ographic printing plate, i.e. the image and non-image areas are in the same plane on the image carrier, and two fluids are concurrently utilized as discussed above. Water based inks have been developed, but remain slow drying and high in tack.

U.S. Pat. No. 5,725,646, which is incorporated herein by reference, describes a way of stabilizing a water based offset ink composition without drying up on a conventional multiple roller ink train using use a re-wetting agent, namely hydroxyethylethylene urea (“HEEU”). Since this re-wetting agent does not dry, it remains in the final film making it susceptible to poor water resistance. High levels of VOCs emanating from the oil-based ink and the aqueous fountain solution were reduced as was the difficulty in controlling the ink/water balance, while preserving the principal advantage of the conventional lithographic printing process, i.e. high surface energy differential between the image and non-image areas of the printing plate. However, the use of conventional re-wetting agents, such as glycols and glycol ethers not only imparts poor water resistance to the final film, but also increases the tack of the formulations, thereby limiting its use on high speed presses.

U.S. Pat. No. 6,444,021, which is incorporated by reference, describes a newspaper ink composition containing a humectant and a modified soybean oil based resin so as to eliminate the need for the humidity control (chamber) associated with water based inks while allowing the use of existing, multiple roller press set-ups. Drying problems remained however as the humectant takes longer to dry once the ink has printed on coated papers.

U.S. Pat. No. 6,444,022 B1 which is incorporated by reference, describes a modified linseed oil reacted with polyglycols. In this manner, the benefits of including HEEU in the composition could be obtained without sacrificing risking water washability. However, dry times remain higher than required for heatset/offset printing.

Thus, there exists a need for a heatset/offset printing ink which can be printed at high speed and dry quicker than the prior art referenced above while still maintaining low tack for ink transfer and water resistance after printing.

SUMMARY OF THE INVENTION

It is an object of the present invention to describe heat set ink compositions which preserve the advantages of current water based ink systems containing HEEU, such as elimination of VOCs in the pressroom, while also eliminating the need for a humidity chamber in a manner which does not rely upon modified soybean oil based resin. It is an additional object of this invention to allow the continued use of existing conventional multiple roller printing systems.

A water based heat set offset lithographic ink composition according to the present invention comprises: (a) water; (b) fumarated rosin resins; (c) a modified linseed oil; (d) hydroxyethylethylene urea; (e) a dibutylated benzoguanamine; (f) p-toluene sulfonic acid (PTSA); and (g) pigment. The present invention is also directed to a waterbased heatset offset lithographic ink composition comprising: (a) water; (b) polyamide resins; (c) hydroxyethylethylene urea; (d) a modified linseed oil; (e) a dibutylated benzoguanamine; and (f) pigment.

DETAILED DESCRIPTION OF THE INVENTION

It has been found that the use of hydroxyethylethylene urea in conjunction with benzoguanamine resin or with certain polyamide resins allows the formulation of a water based heatset lithographic ink which can be used in existing conventional multiple roller systems without the aid of a humidity chamber. Once printed, the ink has excellent rub and water resistance.

Water

The water based printing inks of the present invention contain water to act as a rheology and/or a surface energy modifier of the ink composition and to enhance the water washability of the ink. The water may be an added component or be contributed by one of the other components of the composition such as residual water from a pigment flush or press cake.

Resins for Pigment Bonding

The fumarated rosin resin in the present invention is a binder bonded to a pigment. Suggested binders to which the selected pigment may be bonded include, but are not limited to, water-soluble polyamide resins, rosin resins, rosin salts, tall oil resins, methacrylic resins, styrene-acrylic resins, polystyrenesulfonic acid and its salts, and acrylic or vinyl emulsion polymers prepared from monomers selected from the group consisting of acrylic acid esters, methacrylic acid esters, acrylic acid esters of polyhydric alcohols, methyl methacrylate, styrene, vinyl styrene, and vinyl acetate, and mixtures thereof. Particularly preferred binders are polyamide resins specially developed for use in graphic arts compositions, such as those resins sold under the trademark GAX™ such as GAX™ 12-513, available from FitzChem Corporation, Elmhurst, Ill., U.S.A., and fumarated rosin resins, available from Akzo Nobel Chemicals, Inc., Chicago, Ill.

Rewetting Agent

The composition of the present invention includes hydroxyethyl ethylene urea as a rewetting agent. The hydroxyethylethylene urea (HEEU) improves flow and increases open time on the rollers. While not wishing to be bound by theory, it is believed that the HEEU rewetting agent serves as a plasticizer by providing surface continuity to the dry film on the substrate.

Modified Linseed Oil

The invention includes a modified linseed oil to address problems otherwise associated with the inclusion of HEEU such as poor water resistance. The modified linseed oil also helps to reduce the ink's tack. The modified linseed oil according to the present invention comprises the reaction product of polyglycol and linseed oil.

The modified linseed oil according to the present invention may also include lithium ricinoleate, phthalic anhydride and triphenyl phosphate. Preferred modified linseed oils include DV 1469, manufactured by Reichold Inc., Durham, N.C.

Dibutylated Benzoguanamine

The composition of the invention includes dibutylated benzoguanamine. The dibutylated benzoguanamine of the invention crosslinks with HEEU. The dibutylated benzoguanamine. The presence of water prevents this crosslinking reaction when the ink is being transferred.

Preferred dibutylated benzoguanamine includes but is not limited to Watersol CPC 248, manufactured by Dainippon Ink and Chemical Corp of Japan.

P-Toluene Sulfonic Acid Catalyst

The composition of the invention includes p-toluene sulfonic acid to catalyze the reaction between the HEEU and dibutylated benzoguanamine.

Pigment

The pigment may be any of those which are suitable for formulating offset lithographic printing inks such as dry powder, flush, presscake or pigment dispersions. Such pigments include CI Pigment Yellows 1, 3, 4, 5, 12, 13, 14, 17, 55, 65, 73, 83, 97 and 98; CI Pigment Oranges 13, 16 and 46; CI Pigment Reds 2, 3, 4, 10, 12, 48, 48:1, 48:2, 53, 57:2, 81, 104, 146, 170 and 176; CI Pigment Greens 2, 7 and 36; CI Pigment Blues 1, 15:1, 15:2, 15:3, 15:6, 16, 29, 56 and 61; CI Pigment Violets 3, 23 and 37; CI Pigment Blacks 6 and 7; and CI Pigment Whites 6, 7, 18 and 26.

In general, it is preferred that the ratio of pigment to fumarated rosin resin binder is in the range of about 1parts pigment to about 2 parts fumarated rosin resin binder (1:2). It is preferred that the ratio be about 1 parts pigment to about 1 parts fumarated rosin resin binder (1:1). A person of ordinary skill in the art will recognize that the amount of fumarated rosin resin-bonded pigment present in the ink composition of the present invention will vary, depending on several factors, including the ratio of pigment to fumarated rosin resin binder, other components to be present in a specific ink composition and the desired opacity of the end product. However, particularly when the pigment: binder ratio is approximately 1:1, it is contemplated that the resin-bonded pigment is present in an amount of about 10-60 wt % of the composition. It is preferred that the fumarated rosin resin-bonded pigment is present in an a amount of about 25-50 wt. % of the composition.

Printing Ink

In the water based heat set/offset lithographic ink of the present invention, the water is present in amounts of about 5 wt. % to about 35 wt. % and more preferably in an amount of about 5 wt % to about 15 wt. %. The resin bonded pigment may be present in the amount of about 35 wt. % and more preferably in an amount of about 25 wt % to about 50 wt. %. The modified linseed oil is present in amounts of about 5 wt. % to 30 wt. % and more preferably in an amount of about 10 wt % to about 20 wt. %. The hydroxyethylethylene urea is present in amounts of about 5 wt. % to about 20 wt. % and more preferably in an amount of about 10 wt % to about 20 wt. %. The dibutylated benzoguanamine is present in amounts of about 5 wt. % to about 20 wt. % and more preferably in an amount of about 10 wt % to about 20 wt. %. The p-toluene sulfonic acid is present in an amount of about 1 wt. % to about 5 wt. % and more preferably in an amount of about 1 wt % to about 2 wt. %.

Printing plates for use with the printing ink of the present invention should have image areas hydrophilic in nature with non-image areas hydrophobic in nature. An example of a suitable printing plate is the “waterless” Toray type. However, the image area of the plate need not contain a photo polymer. The image area of the plate may comprise, e.g. a grained aluminum surface which has no coating thereon, but is hydrophilic in nature. While the non-image area of the plate must be hydrophobic in nature, it may merely be covered with any type of hydrophobic material, provided that such hydrophobic material adheres to the non-image area of the plate during the printing process.

Water based metal driers may also be used in printing inks of the present invention. Previously, such driers could not be added because they would destabilize the water based ink system. In the composition presented here, the ink remains stable in the presence of such driers due to the presence of amine and water.

The water washable ink compositions of the present invention are further illustrated by the following non-limiting examples in which all parts and percentages of components are by weight and based on the total weight of the composition, unless otherwise indicated.

EXAMPLE 1

A water based heat set/offset printing ink was prepared from the components indicated below:

TABLE I
Component
Water 21
Fumarated Rosin Resins (Akzo515) 12.5
Hydroxyethylethylene urea 12
Modified linseed oil (DV-1469) 20
Dibutylated benzoguanamine (Watersol CPC 248) 20
p-Toluene sulfonic acid (PTSA) 2
Pigment 12.5
TOTAL 100

The fumarated rosin resins were bonded to the dry pigment at a ratio of 1:1. This resin bonded pigment constituted 25% of the ink formulation. The ink had a pigment binder ratio of 1:15.

EXAMPLE 2

The ink in Example 1 was measured for tack and stability. The tack was measured using an inkometer (manufactured by Thwing Albert ) operating at a speed of 1200 rpm at 90° F. A tack of 17-20 was observed. Further, the ink was observed to be stable for 10 minutes in the inkometer.

EXAMPLE 3

A cyan ink for four color process heat set printing was formulated using the ink formula of Example 1. The cyan ink was run on a Diddle web press at 1,000 fpm and printed on a 40# coated paper. No ink build up on the rollers, plate, or blanket was observed. At a 1.33 observed density, the ink was dry at a 265° F. web exit temperature. The ink therefore dried as good as an oil based ink.

EXAMPLE 4

The print obtained from Example 3 was allowed to age for twelve hours. The print resisted 20 rubs by the Sutherland rub tester. One drop of water was placed on the dried print for 5 minutes and no ink dissolved in the water.

EXAMPLE 5

A waterbased ink was prepared from the components indicated below:

TABLE II
Component
Water 15
Polyamide Resins (GAX 12-513 and GAX II-966) 12.5
Hydroxyethylethylene urea 20
Modified linseed oil (DV-1469) 20
Dibutylated benzoguanamine (Watersol CPC 248) 20
Pigment 12.5
TOTAL 100

The polyamide resins were bonded to the dry pigment at a ratio of 1:1. The fumerated rosin resin bonded pigment constituted 25% of the ink formulation. The ink had a pigment binder ratio of 1:15.

EXAMPLE 6

The ink in Example 5 was measured for tack and stability. The tack was measured using an inkometer (manufactured by Thwing Albert) operating at a speed of 1200 rpm at 90° F. A tack of 15-20 was observed.

EXAMPLE 7

The ink of Example 6 was run on a Didde web press at 1000 fpm and printed on a 40#coated substrate. At a 1.33 density, the ink dried in one (1) minute at 130° C. The ink therefore dried as well as a conventional ink containing petroleum distillates.

EXAMPLE 8

The print obtained from Example 7 was allowed to age for 8 hours. The print resisted 20 rubs with a Sutherland rub tester. One drop of water was placed on the dried print for 5 minutes and no ink dissolved in the water.

Those skilled in the art having the benefit of the teachings of the present invention as hereinabove set forth, can effect numerous modifications thereto. These modifications are to be construed as being encompassed within the scope of the present invention as set forth in the appended claims.

Patent Citations
Cited PatentFiling datePublication dateApplicantTitle
US3356030Apr 30, 1964Dec 5, 1967Interchem CorpPlanographic printing method
US3877372Dec 3, 1973Apr 15, 1975Leeds Kenneth WTreatment of a printing plate with a dampening liquid
US4079026Jun 20, 1977Mar 14, 1978Hercules IncorporatedPrinting inks and process for using the same
US4104219Dec 29, 1975Aug 1, 1978Alkor Gesellschaft Mit Beschrankter Haftung KunststoffverkaufPrinting ink
US4173554Jul 10, 1978Nov 6, 1979Sun Chemical CorporationComplex of polyethylene oxide, potassium salt, and a urea
US4196033 *Mar 6, 1978Apr 1, 1980Dai Nippon Insatsu Kabushiki KaishaProcess for producing decorative sheets
US4278467Oct 22, 1979Jul 14, 1981Graphic Arts Technical FoundationNonionic ethers and alcohols
US4419132Jan 6, 1982Dec 6, 1983American Newspaper Publishers AssociationGilsonite, tall oil fatty acid, carbon black
US4543102Jun 3, 1983Sep 24, 1985Ciba-Geigy AgWith sublimable disperse dye-for transfer printing of polyesters
US4854969Feb 26, 1988Aug 8, 1989Sun Chemical CorporationLithographic fountain solutions
US4903599Aug 17, 1988Feb 27, 1990Basf Farben & Fasern Akg.Printed products and a process for their manufacture
US4908063Nov 4, 1988Mar 13, 1990Petrolite CorporationAdditive composition for water-based inks
US4954556Nov 20, 1989Sep 4, 1990Ppg Industries, Inc.Water-based ink compositions
US5039339Sep 7, 1990Aug 13, 1991Eastman Kodak CompanyWaterproofing; block resistance
US5098478Dec 7, 1990Mar 24, 1992Sun Chemical CorporationNonionic surfactant, pigment, solubilizer and water
US5167704Apr 16, 1991Dec 1, 1992Brower Sharen ENon-petroleum based organic solvent; simulation of appearance of water colors
US5174815Aug 3, 1988Dec 29, 1992Mitsubishi Paper Mills LimitedPigments in a vehicle of modified ethylene oxide-propylene oxide copolymer
US5367005May 12, 1994Nov 22, 1994Sun Chemical CorporationHeatset security ink
US5370906Nov 2, 1993Dec 6, 1994Dankert; FredCoating imaged aluminum oxide plate with permerable, low surface energy silicone, heating to cure, applying solvent developer to penetrate silicone and release imaged areas to form stencil
US5389130Jun 25, 1993Feb 14, 1995Milliken Research CorporationWater-in-oil emulsion; good gloss; flexibility; adhesion
US5417749Mar 29, 1994May 23, 1995Sun Chemical CorporationMicroemulsion printing ink
US5429841Apr 19, 1994Jul 4, 1995Milliken Research CorporationWater-based, rotogravure
US5462768Mar 18, 1993Oct 31, 1995Minnesota Mining And Manufacturing CompanyPre-conditioning screen printing stencil with water just before applying ink in saturated water vapor atmosphere
US5573578Sep 25, 1995Nov 12, 1996Riso Kagaku CorporationStencil printing emulsion ink
US5694848Mar 13, 1996Dec 9, 1997Heidelberger Druckmaschinen AgPrinting unit for water based inks
US5725646Mar 13, 1996Mar 10, 1998Sun Chemical CorporationReduced voc
US6019829 *Oct 29, 1997Feb 1, 2000Mitsubishi Chemical CorporationCarbon black aggregate
US6020401Oct 8, 1997Feb 1, 2000Westvaco CorporationBlend of pigment, polymer and hydrocarbon solvent
US6444021May 19, 2000Sep 3, 2002Sun Chemical CorporationModified soybean oil based resin, pigment, acid neutralizing agent and humectant; low and stable tack; sustains runability; good rub resistance
US6444022May 20, 2000Sep 3, 2002Sun Chemical CorporationCellulosic or polymerized vinyl component, rosin salts, polyether modified linseed oil and pigment; final film water resistance without increasing tack of formulation; high speed press runnability
US20020083865 *Dec 28, 2001Jul 4, 2002Ramasamy KrishnanWater-based offset lithographic printing inks containing polymerizable surfactants
USRE34389Sep 14, 1992Sep 28, 1993Sicpa Holding SaSecurity document printing ink
DE4119348A1Jun 12, 1991Dec 17, 1992Leipzig Tech HochschuleOffset printing in moisture-free process - using water base dye binding to hydrophilic materials but not to hydrophobic materials, and conventional offset forme
EP0360212A2Sep 19, 1989Mar 28, 1990BASF CorporationFast drying water inks
EP0473450A2Aug 30, 1991Mar 4, 1992Union Camp CorporationResinous binders having improved dilution
JPH08169188A Title not available
WO1997033750A1Feb 26, 1997Sep 18, 1997Heidelberger Druckmasch AgPrinting unit for water-based inks
WO1997033757A1Mar 13, 1997Sep 18, 1997Heidelberg Harris IncOffset lithographic printing process
Non-Patent Citations
Reference
1Leach, R.H.; Pierce R.J.; Hickman E.P.; Mackenzie M.J.; Smith, H.G.; Editors); Inks and Varnishes for Specific Purposes, The Printing Ink Manual, 5th Edition, pp 571-576, 1993, no month available.
2Peters, Anton; Honen, Paul; Overbeek, Ad; Griffioen Sjaak; Annable, Tom, New Generation Waterborne Ink Binders For Packaging Films and Paper (Part I), American Ink Maker, Apr. 1999, pp 82-91.
Referenced by
Citing PatentFiling datePublication dateApplicantTitle
US7429292Jun 15, 2006Sep 30, 2008Sun Chemical CorporationA modified soybean oil-based resin, a pigment and an ethanolamine or substituted alkylolamine; contains no humectants, surfactants or modified linseed oil; offset newspaper printing
US7909924Oct 15, 2007Mar 22, 2011Sun Chemical CorporationPolymerized linseed oil reacted with maleic acid and then amidated by a primary amine; improved stability; thermosetting inks; incorporation of water via microemulsion enables reduction of volatile organic compounds by up to fifty percent
US7985820Oct 15, 2007Jul 26, 2011Sun Chemical CorporationPrepared by reacting a polymerized unsaturated oil (linseed, soybean or castor) with maleic anhydride followed by a further partial or complete amidation or esterification; emulsion stabilizers for low VOC heatset printing inks with improved storage stability; lithography
US8013033Oct 15, 2007Sep 6, 2011Sun Chemical CorporationWater tolerant emulsion stabilizers
US8013034 *Oct 15, 2007Sep 6, 2011Sun Chemical CorporationStable offset emulsion inks containing water tolerant emulsion stabilizer
US8163038Mar 1, 2011Apr 24, 2012Superior Printing Ink Co., Inc.Low volatile sublimation printing
US8425675 *Jun 9, 2010Apr 23, 2013Dong-A Teaching Materials Co., Ltd.Recrystallization type of ink composition
US20110303118 *Jun 9, 2010Dec 15, 2011Dong-A Teaching Materials Co., Ltd.Recrystallization type of ink composition
EP1602696A1Jun 3, 2004Dec 7, 2005Sun Chemical B.V. (NL)Non-fluting heatset ink composition
EP2284233A1Jun 3, 2005Feb 16, 2011Sun Chemical B.V.Non-fluting heatset ink composition
Classifications
U.S. Classification106/31.66, 106/31.73, 106/31.86, 106/31.75
International ClassificationC09D11/02, C09D11/08
Cooperative ClassificationC09D11/08, C09D11/03
European ClassificationC09D11/03, C09D11/08
Legal Events
DateCodeEventDescription
Aug 24, 2011FPAYFee payment
Year of fee payment: 8
Aug 29, 2007FPAYFee payment
Year of fee payment: 4
Dec 19, 2002ASAssignment
Owner name: SUN CHEMICAL CORPORATION, NEW JERSEY
Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:KRISHNAN, RAMASAMY;YAMAT, MARILYN;BABIJ, HUGO;REEL/FRAME:014073/0777;SIGNING DATES FROM 20021209 TO 20021210
Owner name: SUN CHEMICAL CORPORATION 222 BRIDGE PLAZA SOUTHFOR